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Transgender Sex Stories – Real Encounters & Passionate Experiences

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Category: TS / CD

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Adventures in Public Encounters with Daddies
I am a bottom sissy who simply LOVES pleasing top daddys ANY WAY they need me or want me to. It is my honor, pleasure, n privilege to service ALL top daddys, from the age of 19 to 85+ years of age.

Posted by a TS / CD

By sissyjamie4daddys

Exploring the Dynamic of a Submissive Relationship
I'm a kinky bottom sissy who simply LOVES pleasing top daddys. That is what I do. Love me some dominant daddys. The kinkier the better. I am a house whore who stays with my daddy 5 days a week.

Posted by a TS / CD

By sissyjamie4daddys

An Adventurous Date Night at the Local Spot
I had date night last night with a hung young stud. He took me out to din din, n then asked if I wanted to go to a local ABS. I told him that was fine with me. On the way there I have him some road

Posted by a TS / CD

By sissyjamie4daddys

A Nervous First-Time Encounter at Home
I always had the urge to do something with a guy. I started by trying on my sisters thongs when I was younger. Played with myself as I finished on my stomach. I couldn't stop watching cd porn

Posted by a TS / CD

By cdnew2this

A Nervous First-Time Encounter at Home
I always had the urge to do something with a guy. I started by trying on my sisters thongs when I was younger. Played with myself as I finished on my stomach. I couldn't stop watching cd porn

Posted by a TS / CD

By cdnew2this

A Surprising Reunion at the Restaurant
At a young age I knew I was diff that the other boys. They did boy stuff and I played with dolls. When I turned 20, I did what I thought I was supposed to do and got married. But I was only

Posted by a TS / CD

By sissyjamie4daddys

Exploring New Encounters While Home Alone
This is a long story about how I became a slut for ALL men. Prolly a 2 or 3 parter. So bear with me. I am a closeted crossdresser who is a complete bottom sissy. I don't consider myself gay, but

Posted by a TS / CD

By sissyjamie4daddys

A Young Man's First Experience with a Crossdresser
You never know who you will meet on this site or other hookup sites. So yesterday I responded to a ad from a younger stud who was looking for his 1st TS or passable crossdresser. He wanted a gurlish

Posted by a TS / CD

By sissyjamie4daddys

A Surprising Encounter on a Business Trip
Ok, I’m bi, I love to CD and play with myself. I really enjoy dressing up in slutty lingerie, crotch less panties, nylons when I’m alone. Which is most of my day lol. I have always

Posted by a TS / CD

By OcelotVault1471

A Memorable Encounter with an Alpha Male
💯!! True story my first bbc at around age 25. After thoroughly enjoying his big cock in my throat for a few minutes he stood up and shoved me onto my bed. I was on my back and he entered me

Posted by a TS / CD

By gurl4u2bang

A Surprising Meeting at the Bookstore
I stopped by my local adult bookstore to get something to eat. I noticed bout 7 other men, n a few twinks lurking about. I was the only gurl in the place. I was fully dressed n was def hoping to get

Posted by a TS / CD

By sissyjamie4daddys

A Nervous First-Time Encounter After Divorce
After my divorce, I started feeling an urge to dress up in hot panties and dresses as a cd, and serve someones need. I always had a pretty nice ass, and even had straight guys commenting on it

Posted by a TS / CD

By sdbi46

An Unexpected Reunion at the Job Interview
Last week I had the pleasure of meeting a top at his hotel. He was in town on business n was looking for the company of a passable crossdresser. He just needed to get a nut off. We spent bout 2 hours

Posted by a TS / CD

By sissyjamie4daddys

Unexpected Meeting at the Grocery Store
Hi everyone, i am a white bottom guy who acts straight but in the bedroom i like to wear slutty outfits when im with a guy, body stockings garters netted nylons crotchless panties so there is easy

Posted by a TS / CD

By Anonymous

Navigating Challenges in a Sugar Daddy Relationship
Not much of a story but more of a situation I am experiencing. So I have been seeing this older sugar daddy. He is in his early 60s. I have been seeing this particular sugar daddy since like mid

Posted by a TS / CD

By sissyjamie4daddys

Adventures with My Sugar Daddy at the Club
I moved in with my older sugar daddy a few years ago. Daddy told me that he would support me financially so I didn't have to work. All I had to do was stay at home, keep the house cleaned, cook,

Posted by a TS / CD

By sissyjamie4daddys

A Kinky Night at His Place with Whipped Cream
I have been dating a young stud since January. He has fucked me numerous times, even shared me with a few of his friends. He is a very kinky lil horndog. He invited me over to his place last week for

Posted by a TS / CD

By sissyjamie4daddys

An Unexpected Connection in the Bedroom
Part 2 of Phoenix!! I could feel his massive head on my pussy hole pressing and trying to get in me.. I told him that we needed lube and that we should go to my bed.. so I take him cock in hand

Posted by a TS / CD

By modoc243

Unexpected Encounters in a Gated Community
While in Phoenix and fully transitioned I was living in a gated community.. very upscale and quite posh.. being very very passable and the hormones having done a very good job of changing me : my

Posted by a TS / CD

By modoc243

A Journey of Self-Discovery and Connection
Part II He held me n kissed me passionately. The pain I was feeling in my ass as I rode his cock was subsiding. It started feeling real good n I was loving it. We found a rhythm as we fucked. He

Posted by a TS / CD

By sissyjamie4daddys

Top Authors

Discover the most engaging creators on Doublelist — ranked by views, listens, and upvotes, with fresh voices breaking in every week.

Rank Author · Category Latest Story Views Listens Upvotes Trend
#1
Tiffanyheels
Trans Couple Straight
Crossdresser and girlfriend 79.2k 1.4k 3.2k
#2
KestrelElbow9092
Gay Straight for Gay Straight
Careful what you wish for. 24.8k 357 3.1k
#3
cnysub
Gay Trans Straight
Ads on DoubleList 48.7k 544 2.9k
#4
kimorafoxxsexycd
Gay Couple Trans
New life as a gay man 76.6k 1.1k 2.8k
#5
sissyjamie4daddys
Trans Couple Straight
I love water 47.3k 461 1.9k
#6
wally4u
Trans Gay Straight for Gay
Pre-Halloween CD Dress Up! Part 1 53.6k 276 1.8k
#7
Steve
Straight for Gay Straight Gay
Gym kiss pt.2 49.5k 616 1.7k
#8
curiousladyd
Straight Couple Straight for Gay
First really big appendage 10.4k 360 1.2k
#9
powers8
Straight Gay Straight for Gay
Back with Michelle and Lisa 34.9k 354 1.1k
#10
Dedavis
Straight for Gay Straight
House hunting pt 1 38.3k 277 1.1k
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